Water → (2R)-N-methyl-2-methylamino-3-(thiophen-2-yl)propionamide

HRID 495855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 495855
C(O[C:6](=O)[N:7](C)[C@@H:8]([C:15](=[O:18])[NH:16][CH3:17])[CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)(C)(C)C.FC(F)(F)C(O)=O.O.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH3:17][NH:16][C:15](=[O:18])[C@H:8]([NH:7][CH3:6])[CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 10494327N-Methyl-N-((1R)-1-(methylcarbamoyl)-2-(thiophen-2-yl)ethyl)carbamic acid tert-butylester

Produkt 1

HCID 10535973(2R)-N-methyl-2-methylamino-3-(thiophen-2-yl)propionamideAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

N-Methyl-N-((1R)-1-(methylcarbamoyl)-2-(thiophen-2-yl)ethyl)carbamic acid tert-butylester (1.17 g; 3.92 mmol) was dissolved in methylene chloride (4 ml). The reaction was cooled to 0° C. and triflouroacetic acid was added. The mixture was stirred at room temperature for 1.5 hour. Water (30 ml) and solid sodium hydrogencarbonate were added to pH 8. The phases were separated. The aqueous phase was extracted with methylene chloride (4×20 ml). The combined organic phases were dried over magnesium sulfate and the solvent was removed over vacuo to afford 0.70 g of (2R)-N-methyl-2-methylamino-3-(thiophen-2-yl)propionamide.

Aufarbeitung

  1. customThe phases were separated
  2. extractionThe aqueous phase was extracted with methylene chloride (4×20 ml)
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. customthe solvent was removed over vacuo

Quellen und Nachweise

ORD-Eintrag
ord-585a53a6517d43fb866f437e3a05261e
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06939880B2

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